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3826 Gaines Court
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Details for 3826 Gaines Court, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,999,990.00
  2. Price sqft: $270.45 / sqft
  3. Previous Price: $2,399,999
  4. Last Price Change: 07/17/25
  5. Days On Market: 115
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 7395
  10. Acreage: 1.86 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front,Lake Privileges
  15. Year Built: 1989
MLS#: P4934458
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Gaines Cove
  5. Elementary School: Pinewood Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: NEW HOME ADVANTAGE LLC
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***PRICE REDUCTION*** Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two story home nestled on nearly 2 acres in a serene, park like setting on La
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1441 Lake Roy Drive
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Details for 1441 Lake Roy Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,350,000.00
  2. Price sqft: $285.84 / sqft
  3. Days On Market: 387
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 4723
  7. Acreage: 0.52 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Waterfront Type: Lake Privileges
  12. Year Built: 1956
MLS#: P4931110
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: South Roy Shores
  5. Provided by: THE K TEAM REAL ESTATE SERVICES LLC
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CHAIN OF LAKES!!! POOL!!! 5 BEDROOMS AND 4.5 BATHROOMS!!! This is the listing you have been waiting for look no further. This incredible residence is situated on over half an acre of maturely lan
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1123 Cypress Point W
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Details for 1123 Cypress Point W, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,300,000.00
  2. Price sqft: $331.04 / sqft
  3. Days On Market: 14
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3927
  8. Acreage: 0.72 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 1977
MLS#: P4934938
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Cypress Point
  5. Provided by: COLDWELL BANKER REALTY
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ELEGANT POOL HOME ON CHAIN OF LAKES! Paradise awaits you at this fabulous lakefront residence that offers the ultimate in comfort, space and sunset views Thoughtfully designed for lake living and ente
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2682 Wyndsor Oaks Place
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Details for 2682 Wyndsor Oaks Place, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,250,000.00
  2. Price sqft: $223.73 / sqft
  3. Previous Price: $1,299,000
  4. Last Price Change: 06/28/25
  5. Days On Market: 185
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5587
  10. Acreage: 1.05 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal - Freshwater,Lake Privileges
  16. Year Built: 2004
MLS#: O6275048
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Wyndsor At Lake Winterset
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: EXP REALTY LLC
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PRICE JUST REDUCED $50,000! With and a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift providing direct water access via private canal to Lake W
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121 Lake Summit Drive
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Details for 121 Lake Summit Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,150,000.00
  2. Price sqft: $219.89 / sqft
  3. Previous Price: $1,250,000
  4. Last Price Change: 06/28/25
  5. Days On Market: 333
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5230
  10. Acreage: 0.67 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 1955
MLS#: P4931785
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Eloise Woods
  5. Provided by: KELLER WILLIAMS REALTY SMART 1
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***The seller agrees to pay off the solar panels at closing.*** Step into a world of lakeside luxury with this majestic red brick residence, where modern updates meet timeless elegance. Enter through
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103 Eagle Lake Loop Road
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Details for 103 Eagle Lake Loop Road, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,000,000.00
  2. Price sqft: $886.53 / sqft
  3. Days On Market: 468
  4. Bedrooms: 2
  5. Baths: 1
  6. Bldg sqft: 1128
  7. Acreage: 0.93 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1959
MLS#: B4901530
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Provided by: CRAIG BURKE REAL ESTATE GROUP, LLC
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The property you are viewing is comprised of four individual parcels all being sold together. Also see MLS B4901531. This property has two parcels with single family homes on it , two vacant parcels,
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200 Island Way
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Details for 200 Island Way, WINTER HAVEN, FL 33884
Single Family
  1. Price: $975,000.00
  2. Price sqft: $182.21 / sqft
  3. Days On Market: 26
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5351
  8. Acreage: 1.05 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1970
MLS#: P4935447
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Elementary School: Elbert Elem
  5. Middle School: Denison
  6. High School: Winter Haven Senior
  7. Provided by: LOCKHART & ASSOCIATES INC
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Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought after gated community of Orchid Springs Estates! This stunning Mediterranean style estate offers
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1787 Lakehill Drive
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Details for 1787 Lakehill Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $829,900.00
  2. Price sqft: $195.69 / sqft
  3. Previous Price: $849,900
  4. Last Price Change: 07/05/25
  5. Days On Market: 102
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4241
  10. Acreage: 0.32 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2024
MLS#: P4934590
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Woodpointe Phase Three
  5. Provided by: JOHN WOOD REALTY, INC.
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New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home. Seller will provide 5% of the purchase price conces
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5671 Cypress Gardens Road
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Details for 5671 Cypress Gardens Road, WINTER HAVEN, FL 33884
Single Family
  1. Price: $800,000.00
  2. Price sqft: $142.96 / sqft
  3. Previous Price: $900,000
  4. Last Price Change: 07/22/25
  5. Days On Market: 67
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5596
  10. Acreage: 4.53 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1953
MLS#: O6312804
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Provided by: EXP REALTY LLC
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Experience luxurious lakefront living with unmatched privacy and modern upgrades at 5671 Cypress Gardens Road in Winter Haven, FL. Situated on 4.53 serene acres with stunning lake frontage, this expan
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1781 Lakehill Drive
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Details for 1781 Lakehill Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $789,900.00
  2. Price sqft: $187.98 / sqft
  3. Previous Price: $809,900
  4. Last Price Change: 07/05/25
  5. Days On Market: 102
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4202
  10. Acreage: 0.32 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2024
MLS#: P4934591
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Woodpointe Phase Three
  5. Provided by: JOHN WOOD REALTY, INC.
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New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home. Seller will provide 5% of the purchase price conces
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